Skip to main content
SpringerLink
Log in

Molecular design of multitarget neuroprotective agents 5. Modification with pharmacologically active fragments of 4,4- and 1,4-dipropargyl-5-methyl-2-phenylpyrazol-3-one

  • Full Article
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A synthetic approach to the modification of the drug Edaravone with pharmacoactive moieties of adamantane, carbazole, tetrahydrocarbazole, and γ-carboline was proposed. The approach is based on copper-catalyzed alkyne-azide 1,3-dipolar cycloaddition of azido-containing pharmacophores with bis(propargyl)-containing pyrazolone.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. V. B. Sokolov, A. Yu. Aksinenko, T. A. Epishina, T. V. Goreva, L. G. Dubova, E. S. Dubrovskaya, S. G. Klochkov, P. N. Shevtsov, E. F. Shevtsova, S. O. Bachurin, Russ. Chem. Bull., 2016, 65, 2306; DOI: https://doi.org/10.1007/s11172-016-1582-x.

    Article  CAS  Google Scholar 

  2. P. Gupta, J. K. Gupta, A. K. Halve, Int. J. Pharm. Sci. Res., 2015, 6, 2292; DOI: https://doi.org/10.13040/?PSR.0975-8232.6(6).2291-10.

    Google Scholar 

  3. M. E. Mironov, A. I. Poltanovich, T. V. Rybalova, M. P. Dolgikh, T. G. Tolstikova, E. E. Shults, Russ. Chem. Bull., 2020, 69, 537; DOI: https://doi.org/10.1007/s11172-020-2795-6.

    Article  CAS  Google Scholar 

  4. A. N. Komogortsev, V. G. Melekhina, B. V. Lichitsky, A. A. Dudinov, A. N. Fakhrutdinov, M. M. Krayushkin, Russ. Chem. Bull., 2020, 69, 758; DOI: https://doi.org/10.1007/s11172-020-2829-0.

    Article  CAS  Google Scholar 

  5. M. K. Jaiswal, Med. Res. Rev., 2019, 39, 733; DOI: https://doi.org/10.1002/med.21528.

    Article  Google Scholar 

  6. X. Sheng, K. Hua, C. Yang, X. Wang, H. Ji, J. Xu, Z. Huang, Y. Zhang, Bioorg. Med.Chem. Lett., 2015, 25, 3535; DOI: https://doi.org/10.1016/j.bmcl.2015.06.090.

    Article  CAS  Google Scholar 

  7. S. Bachurin, S. Tkachenko, I. Baskin, N. Lermontova, T. Mukhina, L. Petrova, A. Ustinov, A. Proshin, V. Grigoriev, N. Lukoyanov, V. Palyulin, N. Zefirov, Ann. N.Y. Acad. Sci., 2001, 939, 219; DOI: https://doi.org/10.1111/j.1749-6632.2001.tb03629.x.

    Article  CAS  Google Scholar 

  8. V. B. Sokolov, G. F. Makhaeva, A. Yu. Aksinenko, V. V. Grigoriev, E. F. Shevtsova, S. O. Bachurin, Russ. Chem. Bull., 2017, 66, 1821; DOI: https://doi.org/10.1007/s11172-017-1953-y.

    Article  CAS  Google Scholar 

  9. S. O. Bachurin, S. I. Gavrilova, A. Samsonova, G. E. Barreto, G. Aliev, Pharmacol. Res., 2018, 129, 216; DOI: https://doi.org/10.1016/j.phrs.2017.11.021.

    Article  CAS  Google Scholar 

  10. K. S. MacMillan, J. Naidoo, J. Liang, L. Melito, N. S. Williams, L. Morlock, P. J. Huntington, S. J. Estill, J. Long-good, G. L. Becker, S. L. McKnight, A. A. Pieper, J. K. De Brabander, J. M. Ready. J. Am. Chem. Soc., 2011, 133, 1428; DOI: https://doi.org/10.1021/ja108211m.

    Article  CAS  Google Scholar 

  11. D. Zhu., M. Chen, M. Li, B. Luo, Y. Zhao, P. Huang, F. Xue, S. Rapposelli, R. Pi, S. Wen, Eur. J. Med. Chem., 2013, 68, 81; DOI: https://doi.org/10.1016/j.ejmech.2013.07.029.

    Article  CAS  Google Scholar 

  12. J. Dai, W. Dan, Y. Zhang, J. Wang, Eur. J. Med. Chem. 2018, 157, 447; DOI: https://doi.org/10.1016/j.ejmech.2018.08.015.

    Article  CAS  Google Scholar 

  13. V. I. Skvortsova, S. O. Bachurin, A. A. Ustyugov, M. S. Kukharsky, A. V. Deikin, V. L. Buchman, N. N. Ninkina, Acta Naturae, 2018, 10, 59.

    Article  CAS  Google Scholar 

  14. M.-Y. Chen, Z. Xu, L. Chen, T. Song, Z.-J. Zheng, J. Cao, Y.-M. Cui, L.-W. Xu, ChemCatChem, 2018, 10, 280; DOI: https://doi.org/10.1002/cctc.201701336.

    Article  CAS  Google Scholar 

  15. V. B. Sokolov, A. Yu. Aksinenko, T. A. Epishina, T. V. Goreva, Russ. Chem. Bull., 2018, 67, 1679; DOI: https://doi.org/10.1007/s11172-018-2276-3.

    Article  CAS  Google Scholar 

  16. H. Yan, P. Yue, Z. F. Li, Z. F. Guo, Z. L. Lu, Sci. China: Chem., 2014, 57, 296; DOI: https://doi.org/10.1007/s11426-013-5031-5.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Physiologically Active Compounds, Russian Academy of Sciences, 1 Severnyi proezd, 142432, Chernogolovka, Moscow Region, Russian Federation

    A. Yu. Aksinenko, T. V. Goreva & T. A. Epishina

Authors
  1. A. Yu. Aksinenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. V. Goreva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. T. A. Epishina
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. Yu. Aksinenko.

Additional information

For Part 4 see Ref. 1.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2019–2022, October, 2021.

This work was financially supported by the Russian Science Foundation in the framework of Project No. 1913-00378, synthesis of compounds 9–12 was carried out in the framework of the Russian state assignment for the Institute of Physiologically Active Compounds of the Russian Academy of Sciences (Topic “Search and Study of the Mechanisms of Action of Neuroprotectors and Stimulants of Cognitive Functions” No. 0090-2019-0005). The work was carried out using the equipment of the Center for Collective Use of the Institute of Physiologically Active Compounds of the Russian Academy of Sciences.

This paper does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Aksinenko, A.Y., Goreva, T.V. & Epishina, T.A. Molecular design of multitarget neuroprotective agents 5. Modification with pharmacologically active fragments of 4,4- and 1,4-dipropargyl-5-methyl-2-phenylpyrazol-3-one. Russ Chem Bull 70, 2019–2022 (2021). https://doi.org/10.1007/s11172-021-3310-4

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-021-3310-4

Key words

Search

Navigation